2-allyl-N,N-dibenzyl-4-methoxybenzenamine | 1227403-29-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-allyl-N,N-dibenzyl-4-methoxybenzenamine
• 英文别名: N,N-dibenzyl-4-methoxy-2-prop-2-enylaniline
• CAS: 1227403-29-3
• 化学式: C₂₄H₂₅NO
• 分子量: 343.469
• InChiKey: UPSPNKIQQIOFOA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  26
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  12.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-allyl-N,N-dibenzyl-4-methoxybenzenamine 在 palladium 10% on activated carbon 、 氢气 作用下， 以 乙醇 为溶剂， 反应 0.33h， 以90%的产率得到2-propyl-4-methoxyaniline
  参考文献：
  名称：

  FeCl₃-Catalyzed Oxidative Allylation of sp² and sp³ C−H Bond Adjacent to a Nitrogen Atom: Easy Access to Homoallyl Tertiary Amines

  摘要：

  Oxidative allylation to sp(2)- and sp(3)-carbon attached to the nitrogen atom was accomplished. The alpha-allylation of tertiary amines was catalyzed by easily available hydrated iron(III) chloride in combination with air or aqueous (BuOOH)-Bu-t. Remarkably, N-allyl- and N-propagyl-tethered tertiary amines were also allylated through this protocol.

  DOI：

  10.1021/jo1005813
• 作为产物：
  描述：

  4-甲氧基-N,N-二苄基苯胺 、 烯丙基三丁基锡 在 叔丁基过氧化氢 、 iron(III) chloride hexahydrate 作用下， 以 水 、 乙腈 为溶剂， 以50%的产率得到2-allyl-N,N-dibenzyl-4-methoxybenzenamine
  参考文献：
  名称：

  FeCl₃-Catalyzed Oxidative Allylation of sp² and sp³ C−H Bond Adjacent to a Nitrogen Atom: Easy Access to Homoallyl Tertiary Amines

  摘要：

  Oxidative allylation to sp(2)- and sp(3)-carbon attached to the nitrogen atom was accomplished. The alpha-allylation of tertiary amines was catalyzed by easily available hydrated iron(III) chloride in combination with air or aqueous (BuOOH)-Bu-t. Remarkably, N-allyl- and N-propagyl-tethered tertiary amines were also allylated through this protocol.

  DOI：

  10.1021/jo1005813

文献信息

• FeCl₃-Catalyzed Oxidative Allylation of sp² and sp³ C−H Bond Adjacent to a Nitrogen Atom: Easy Access to Homoallyl Tertiary Amines
  作者：Gullapalli Kumaraswamy、Akula Narayana Murthy、Arigala Pitchaiah

  DOI：10.1021/jo1005813

  日期：2010.6.4

  Oxidative allylation to sp(2)- and sp(3)-carbon attached to the nitrogen atom was accomplished. The alpha-allylation of tertiary amines was catalyzed by easily available hydrated iron(III) chloride in combination with air or aqueous (BuOOH)-Bu-t. Remarkably, N-allyl- and N-propagyl-tethered tertiary amines were also allylated through this protocol.